Pet-friendly vacation rentals in Bennington

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Bennington

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Averill Park

4.95 out of 5 average rating, 131 reviews

Cozy cottage with pool, walking distance to lake

Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.

Guest favorite

Tiny home in Clarendon

4.89 out of 5 average rating, 205 reviews

Secluded tiny house resort - DOG FRIENDLY

New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

Guest favorite

Rental unit in Saratoga Springs

4.93 out of 5 average rating, 146 reviews

Cozy, Romantic, Historic Saratoga Apartment

Location, location, location! Close to it all! Less than a 5 minute walk to all the best of Saratoga's restaurants and dining, nightlife, and family-friendly activities. walking distance to the track, two blocks to downtown, museums, shopping, parks, and movies. Trolley and bus goright past the house to SPAC, golf, Racino, etc. My place is great for couples, solo adventurers, and furry friends (pet $15/night with prior approval, ). Fantastic weekend spot! Can accommodate up to 3 people.

Guest favorite

Home in Saratoga Springs

4.91 out of 5 average rating, 180 reviews

Private space near downtown and attractions

PLEASE NOTE: This house is in a RESIDENTIAL neighborhood. I have great neighbors. All guests MUST AGREE to adhere to the HOUSE RULES including absolutely NO LOUD NOISE or MUSIC after 10:30 pm or PAY A FINE of $500. Comfortable space in Saratoga with private back yard, hot tub, and outdoor dining. Walking distance to downtown and a short drive to SPAC or the track. Enjoy relaxing in the shade or barbecuing for friends. Off street parking available. Comfortable for 6, tight fit for 8!

Guest favorite

Guest suite in Charlemont

4.9 out of 5 average rating, 198 reviews

Unique People & Pet-Welcoming Haven

Your own gracious living space with very well equipped kitchen, private deck, entrance, garden, country roads for dog walks, forests, meadows, mountain streams, stone walls, tranquility. The cottage is attached to the main house but is a "separate" entity and again has its own private entrance as mentioned above. No smoking in the cottage please but on the deck just fine. There is an air purifier that runs 24/7. Wi-Fi signal is strong and reliable. MA Taxpayer ID: 10352662

Guest favorite

Home in Plymouth

4.95 out of 5 average rating, 237 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

Welcome to one of the most unique "retreats" in Vermont! Located on top of a private mountain, beautiful 100 mile views of the White Mountains. Ideally located between Killington (7 miles) and Okemo resorts, near Woodstock and Long Trail Brewery. Relax in the Jacuzzi hot tub while enjoying the views and stars. Private hiking trails, waterfalls, with trail maps! 7 miles to the beach at Camp Plymouth State Park. Secluded yet close to everything. New ventilation system.

Guest favorite

Rental unit in Corinth

4.81 out of 5 average rating, 129 reviews

Adirondack Penthouse, Sleeps 10. Steps from Beach.

Our LARGE apartment overlooks Main Street of our quaint village. See the sparkling waters of the beautiful Upper Hudson River Beach across the street. 15 mins to SARATOGA or Lake George. Sleeping: a Queen & a Full bed in Main bedrm, a Pull-curtain room separator, # 1 cot available. 2nd bdrm: 2 full size beds. Room Separator Curtain. Sofa Sleeper in the Living Room. Balcony off main bdrm. Full kitchen, dining room. *ALL surfaces sanitized/Disinfected. Streaming TV.

Guest favorite

Farm stay in Coeymans Hollow

4.85 out of 5 average rating, 119 reviews

Magic Forest Farm’s Purple Palace

Our slice of paradise consists of 225 acres of forested land nestled in the foothills of the Catskills near Albany. We are a homestead and small community devoted to the principles of organic farming and self reliance. We grow much of our own food and forage many types of wild mushrooms. You will be sure to enjoy the spectacular mountain views, friendly farm animals, and secluded trails. The house is spacious and decorated with landscape oil paintings.

Guest favorite

Cabin in Lake George

4.99 out of 5 average rating, 105 reviews

Pet friendly, private, perfect LG location

Grizzly Bear Lodge is situated on a conveniently located, private, 2.5 acre lot that is just a 3 minute drive to Lake George Village. Our guests love that they don’t have to sacrifice privacy and seclusion to be minutes from everything that the Lake George area has to offer. Close to the village, Bolton Landing, Lake George outlets, hiking, skiing, snowmobile trails, and all amenities! We are dog people. Bring your pets!!

Superhost

Tiny home in Nassau

4.94 out of 5 average rating, 141 reviews

Tiny Home 2 hrs NYC and BOS Lakefront WIFI

Extended stays are welcome! *** IMPORTANT *** Our photos previously showed screens enclosing the porch, but we have removed them due to wear from pets. Maintaining a pet-friendly environment is important to us, so the screens are no longer part of the tiny house. Enjoy a stay in our clean, charming, unique tiny home. This waterfront property features a private peninsula with a sandy entrance to the water.

Guest favorite

Cottage in Lake Luzerne

4.97 out of 5 average rating, 145 reviews

Donohue Riverview

Donohue Riverview is a beautiful cottage located on the Hudson River in the wonderful charm of Lake Luzerne, in the Adirondack Park Mountains. It is perfect year-round for your relaxing getaway or active, mountaineers, skiers and kayakers dream! Nestled between Saratoga Race track and Lake George Village, "The Smartest Lake in the World." 15 minutes to West Mountain and 30 minutes to Gore Mountain.

Superhost

Rental unit in Gansevoort

4.78 out of 5 average rating, 106 reviews

Cozy, Pets, Coffee, B-Ball, Fire Pit, BBQ

⭐"Cozy, clean and affordable! Highly recommend." -Alison 🏡 Family Style Apartment 🛏️ Sleeps 3 🏀 Basketball Court 🔥 Fire Pit 💻High speed internet 🚽 Heated Bidet 🐶 Pets 🌲 Front yard 🔥 BBQ 🏠Patio with Sun Loungers 🚗 Convenient Parking 📍 15 min to Saratoga Springs, 20 min to Lake George 🍽️ Fully Equipped Kitchen ☕Coffee, Tea & Decaf Note: Potential for noise from upstairs guests